Synthesis

A convenient general access to methyl 2-chloro-2-cyclopropylidenacetates, reactive Michael acceptors and cycloaddends

T Liese, S Teichmann, A de Meijere

Index: Liese, Thomas; Teichmann, Stephan; Meijere, Armin de Synthesis, 1988 , # 1 p. 25 - 32

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Abstract

The reaction of 1-chloro-1-(trich10rovinyl) eyclopropanes l with potassium hydroxidc/methanol or sodium rnethoxide/methanol yields trimethyl 2-chloro-2- eyclopropylidenorthoacetates 7. which can be quan-titatively converted to the corresponding esters 8 by acid treatment. The methyl 2-chloro-2-cyclopropylidenacetates 8 are highly reactive Mi-chael acceptors, which readily undergo 1.4-addition with soft nucleophilcs ...